A bacterial metabolite with antibacterial and anticancer activities
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4'-Acetyl Chrysomycin A

Item No. 33023

Technical Information
Formal Name
(2R,3S,4S,5S,6S)-4,5-dihydroxy-6-(1-hydroxy-10,12-dimethoxy-8-methyl-6-oxo-6H-dibenzo[c,h]chromen-4-yl)-2,4-dimethyltetrahydro-2H-pyran-3-yl acetate
CAS Number
2673269-86-6
Molecular Formula
C29H30O10
Formula Weight
Purity
≥95%
A solid
SMILES
CC(O[C@H]1[C@@H](C)O[C@@H](C(C2=C3OC(C4=CC(C)=CC(OC)=C4C3=CC(OC)=C52)=O)=CC=C5O)[C@H](O)[C@]1(C)O)=O
InChi Code
InChI=1S/C29H30O10/c1-12-9-17-21(19(10-12)35-5)16-11-20(36-6)23-18(31)8-7-15(22(23)24(16)39-28(17)33)25-26(32)29(4,34)27(13(2)37-25)38-14(3)30/h7-11,13,25-27,31-32,34H,1-6H3/t13-,25+,26+,27+,29+/m1/s1
InChi Key
MOICNMDKCPHILF-AQGXNSSESA-N
Origin
Bacterium/Streptomyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    4'-Acetyl chrysomycin A is a bacterial metabolite and derivative of chrysomycin A (Item No. 14188) that has been found in Streptomyces and has antibacterial and anticancer activities.1 It is active against strains of methicillin-resistant S. aureus (MRSA) and vancomycin-resistant strains of E. faecalis and E. faecium (MICs = 0.5-2 µg/ml for all). 4'-Acetyl chrysomycin A is cytotoxic against a panel of human cancer cell lines, including doxorubicin-sensitive or -resistant cells (IC50s = 0.085-0.26 and 3.4-16 ng/ml, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wada, S.-I., Sawa, R., Iwanami, F., et alStructures and biological activities of novel 4'-acetylated analogs of chrysomycins A and B. J. Antibiot. (Tokyo) 70(11), 1078-1082 (2017).